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Willy and co. are also Don's people, in that they're nomads.

At this point in the show, Don is vulnerable. Betty's upset with him, and he's already on the other side of the country. The temptation to join these drifters and live their lifestyle crosses his mind, which is why he abandons Pete in the first place.

But all is not well in what initially

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You can drink out of cracked glass but its still cracked.